Located in Stockbridge, this holiday home is in a rural area and in the mountains. Killington Resort and Green Mountain National Golf Course are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Liberty Hill Farm and Black Dog Sports. Enjoy the area's slopes with cross-country skiing, snowboarding and skiing, and don't miss out on the snowmobiling.
Pico Mountain at Killington Ski Resort - 19 min drive - 27.6 km
Killington Peak - 43 min drive - 38.6 km
Sugarbush Ski Resort - 45 min drive - 63.7 km
Okemo Mountain Resort - 46 min drive - 66.8 km
Getting around
Randolph Station - 28 min drive
Rutland, VT (RUT-Rutland Southern Vermont Regional) - 43 min drive
Restaurants
The Creek House Diner - 12 min drive
Original General Store - 5 min drive
Tozier's Restaurant - 11 min drive
Clear River Tavern - 7 min drive
Josie’s at The Clear - 7 min drive
Frequently asked questions
Is "The Crooked House" with A/C and sauna on private wooded lot near Killington pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at "The Crooked House" with A/C and sauna on private wooded lot near Killington?
As of 8 November 2026, prices found for a 1-night stay for 2 adults at "The Crooked House" with A/C and sauna on private wooded lot near Killington on 31 May 2027 start from NZ$1,393, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at "The Crooked House" with A/C and sauna on private wooded lot near Killington?
On-site parking is available at the property.
What time is check-in at "The Crooked House" with A/C and sauna on private wooded lot near Killington?
Check-in begins at 4:00 PM.
What time is check-out at "The Crooked House" with A/C and sauna on private wooded lot near Killington?
Checkout is at 10:00 AM.
Where is "The Crooked House" with A/C and sauna on private wooded lot near Killington located?
Situated in the mountains, this holiday home is steps from Green Mountain National Forest and 1.3 mi (2.1 km) from Les Newell Wildlife Management Area. Roger Clark Memorial Central Library and Pittsfield Town Hall are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This was the best VRBO we have ever stayed at! So many amenities. . . . excellent lighting throughout, firewood, kitchen and laundry supplies, (which were fragrance free, MY SKIN THANKS YOU!!) Highly recommend!!
Great place with thoughtful owners. Everything was easy to find I and I appreciated the thoughtful work from home nooks through out the house when I had to work remotely.
The owners have amazing hospitality! The location was just as we hope, secluded and in the mountains, but what really made this property was all the little things the owners provided to make our stay.
Simply beautiful. Wonderfully appointed. Very comfy. Quiet and beautiful. We stayed in late summer and had flawless scenery and ambience. I would stay here 10 out of 10 times.
This cabin was amazing, with a fully stocked kitchen, tons of games and movies to choose from. We really liked very clear instructions for most things in the cabin in a binder and around the house. It had such a cozy feel and in a great location - less than 30 minutes from Killington. We loved it here and will totally stay here again!!
We chose this house for our family ski trip. It was perfect. The house is very comfortable and the hosts were very friendly and helpful. I would highly recommend this place to others. Truly a fantastic place to stay in Vermont.
We loved our stay here - it was perfect for our group of ski friends visiting Killington. Holly and Scott have thought of your every need, and the house is extremely well equipped (even had extra toothbrushes for someone that forgot). We thoroughly enjoyed our stay at the Crooked House and would happily go back!
You know you’ve found a good place when your kids are scheming out how to pool their allowance to purchase the house. So much to do around here, we had a blast tubing and hiking.
Stayed 6 nights in Aug 2020
Response from VrboOwner on 28 August 2020
I love it! I'm so glad you and your family had a good time. There are houses for sale in the neighborhood. Just sayin'.... :)
Our family of 5 had a wonderful time during our stay. Great location for access to all things outdoors but remote enough to be away from the crowds. Very pleased with the cabin and all things about it. We highly recommend.
Stayed 6 nights in Dec 2019
Response from VrboOwner on 17 March 2020
Jennifer, we were so glad to have someone use the house over Christmas and I'm glad it met your needs. Thank you for your kind review.
The house was clean and cozy, lots of supplies and all amenities were great. The house had tons of recommendations and resources for finding things to do in the area; the owners were responsive and kind when we needed something. Definitely recommend staying at the Crooked House!
The house was perfect. Everything we needed was there. It was close to everything and great to come back at night and have a fire in the woodstove. Great vacation